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Merck
CN

8.52101

Fmoc-Arg(Boc)2-OH

Novabiochem®

Synonym(s):

Fmoc-Arg(Boc)₂-OH, N-α-Fmoc-N-ω,N-ωÆ-bis-t-butoxycarbonyl-L-arginine

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About This Item

Empirical Formula (Hill Notation):
C31H40N4O8
CAS Number:
Molecular Weight:
596.67
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
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Quality Segment

product line

Novabiochem®

assay

≥90.0% (acidimetric), ≥91.0% (HPLC), ≥95% (TLC)

form

powder

reaction suitability

reaction type: Fmoc solid-phase peptide synthesis

manufacturer/tradename

Novabiochem®

application(s)

peptide synthesis

functional group

Boc, Fmoc

storage temp.

15-25°C

SMILES string

N([C@@H](CCCN\C(=N\C(=O)OC(C)(C)C)\NC(=O)OC(C)(C)C)C(=O)O)C(=O)OCC1c2c(cccc2)c3c1cccc3

InChI

1S/C31H40N4O8/c1-30(2,3)42-28(39)34-26(35-29(40)43-31(4,5)6)32-17-11-16-24(25(36)37)33-27(38)41-18-23-21-14-9-7-12-19(21)20-13-8-10-15-22(20)23/h7-10,12-15,23-24H,11,16-18H2,1-6H3,(H,33,38)(H,36,37)(H2,32,34,35,39,40)/t24-/m0/s1

InChI key

WPAALELGEWGQEG-DEOSSOPVSA-N

General description

An excellent derivative for Fmoc SPPS of Arg-containing peptides [1]. Coupling of this derivative can be effected using standard activation methods, such as PyBOP® or TBTU, although longer reaction times may be necessary due to the bulkiness of the side-chain protection.

Associated Protocols and Technical Articles
Cleavage and Deprotection Protocols for Fmoc SPPS

Literature references

[1]
A. S. Verdini, et al. (1992) Tetrahedron Lett., 33, 6541.

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Enantiomeric purity: ≥ 98.5 % (a/a)
Purity (TLC(011A)): ≥ 95 %
Assay (HPLC, area%): ≥ 91.0 % (a/a)
Solubility (1 mmole in 2 ml DMF): clearly soluble
Assay (acidimetric): ≥ 90.0 %
Water (K. F.): ≤ 1.5 %

To see the solvent systems used for TLC of Novabiochem® products please click here.

Other Notes

Replaces: 04-12-1249

Legal Information

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany
PyBOP is a registered trademark of Merck KGaA, Darmstadt, Germany


Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

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